CN112357879B - Method for electrochemical hydrogenation of organic liquid hydrogen storage material - Google Patents
Method for electrochemical hydrogenation of organic liquid hydrogen storage material Download PDFInfo
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- CN112357879B CN112357879B CN202011291926.2A CN202011291926A CN112357879B CN 112357879 B CN112357879 B CN 112357879B CN 202011291926 A CN202011291926 A CN 202011291926A CN 112357879 B CN112357879 B CN 112357879B
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title claims abstract description 65
- 229910052739 hydrogen Inorganic materials 0.000 title claims abstract description 65
- 239000001257 hydrogen Substances 0.000 title claims abstract description 65
- 239000007788 liquid Substances 0.000 title claims abstract description 26
- 239000011232 storage material Substances 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 21
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 18
- 239000003792 electrolyte Substances 0.000 claims abstract description 36
- 239000003054 catalyst Substances 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 12
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 238000012360 testing method Methods 0.000 claims description 10
- 239000006184 cosolvent Substances 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 239000011259 mixed solution Substances 0.000 claims description 9
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 9
- 238000004832 voltammetry Methods 0.000 claims description 9
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 8
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 8
- HOQAPVYOGBLGOC-UHFFFAOYSA-N 1-ethyl-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2CC HOQAPVYOGBLGOC-UHFFFAOYSA-N 0.000 claims description 6
- DSVGQVZAZSZEEX-UHFFFAOYSA-N [C].[Pt] Chemical compound [C].[Pt] DSVGQVZAZSZEEX-UHFFFAOYSA-N 0.000 claims description 6
- 238000005868 electrolysis reaction Methods 0.000 claims description 6
- 229910021397 glassy carbon Inorganic materials 0.000 claims description 6
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 claims description 6
- NEKVNWJRLIKKJA-UHFFFAOYSA-N 1-propyl-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2CCC NEKVNWJRLIKKJA-UHFFFAOYSA-N 0.000 claims description 4
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 claims description 4
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 4
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- 229920000557 Nafion® Polymers 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical class Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000011521 glass Substances 0.000 claims description 3
- 239000012528 membrane Substances 0.000 claims description 3
- 239000002105 nanoparticle Substances 0.000 claims description 3
- 238000005192 partition Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000000758 substrate Substances 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
- 239000012621 metal-organic framework Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/0005—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes
- C01B3/001—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes characterised by the uptaking medium; Treatment thereof
- C01B3/0015—Organic compounds; Solutions thereof
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/02—Hydrogen or oxygen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/32—Hydrogen storage
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Combustion & Propulsion (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
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Abstract
The invention discloses a method for electrochemically hydrogenating an organic liquid hydrogen storage material, which comprises the steps of adding electrolyte and a catalyst into the organic liquid hydrogen storage material, and adding a proton donor to enable a solvent in the electrolyte to provide protons under electric drive, so that the electrochemical hydrogenation of the organic hydrogen storage material is realized, the method is simple, the cost is low, and hydrogen storage under the conditions of no hydrogen source and mild condition can be realized.
Description
Technical Field
The invention belongs to the field of liquid hydrogen storage, and particularly relates to a method for electrochemical hydrogenation of an organic liquid hydrogen storage material.
Background
With the development of society and the improvement of human environmental protection consciousness, the global energy utilization gradually develops from fossil energy to new energy, and light energy, wind energy and hydrogen energy in the new energy are important development directions, wherein the hydrogen energy is not only a green and efficient energy, but also takes water as a product after combustion, and the water can prepare hydrogen again through electrolysis, so that the green circulation of the hydrogen energy is realized. However, hydrogen is the lightest element on earth, and the density of hydrogen is very low in both gas and liquid states, and the hydrogen energy is used as a fuel, so that the problems of storage and transportation are needed to be solved. In the development process of the hydrogen energy technology, how to store hydrogen with high density and safety is a key to the actual trend of the hydrogen energy technology.
It is found that to realize large-scale storage and utilization of hydrogen energy, the hydrogen storage system needs to have the following characteristics: high hydrogen storage density, flexible and convenient use requirement, and safe and reliable hydrogen storage mode. The hydrogen storage technology commonly used at present comprises high-pressure gaseous hydrogen storage, low-temperature liquid hydrogen storage, metal hydride hydrogen storage, metal organic framework compound hydrogen storage, organic liquid hydrogen storage and the like. The organic liquid hydrogen storage material is an effective means for realizing large-scale hydrogen storage and long-distance transportation of hydrogen because of a safe and efficient hydrogen storage mode. Compared with the traditional hydrogen storage method, the organic liquid has high hydrogen storage quantity and hydrogen storage density, good reversibility, recyclable reactants and products, similar to gasoline in property, and can be transported and stored by imitating the existing infrastructure of pipelines, gas stations and the like.
While the present method for storing hydrogen in organic liquid generally adopts a thermocatalytic hydrogen storage mode, the traditional thermocatalytic hydrogen adding method requires that hydrogen is deposited on a substrate with larger surface area (such as alumina, silica or zeolite) and is catalyzed and decomposed by active metals on the substrate such as palladium, platinum, rhodium, ruthenium or Raney nickel, and the like, the reaction conditions are generally severe (the pressure is up to 500atm and the temperature is up to 200 ℃, so that the problems such as expensive reactor design, easiness in thermal decomposition or isomerization of organic substrates at high temperature and the like are caused. In addition, conventional thermocatalytic hydrogenation requires the provision of hydrogen as a hydrogen source, which presents a safety hazard.
Disclosure of Invention
The invention aims to solve the problem of solubility of an organic liquid hydrogen storage material, and simultaneously improves the conductivity of electrolyte and provides a hydrogen source through an auxiliary agent, improves the reaction activity, reduces the reaction temperature and the reaction pressure, realizes the electrochemical hydrogenation of the hydrogen storage material, and provides a method for electrochemically hydrogenating the organic liquid hydrogen storage material.
The invention adopts the following technical scheme: the method for electrochemically hydrogenating the organic liquid hydrogen storage material is characterized by comprising the following steps: electrolyte and catalyst are added into the organic liquid hydrogen storage material, and an proton donor is added to enable a solvent in the electrolyte to provide protons under electric drive, so that electrochemical hydrogenation of the organic hydrogen storage material is realized.
Preferably, the catalyst adopts carbon-supported platinum nano particles and ruthenium dioxide.
Preferably, the electrolyte is a mixed solution of acetonitrile or N, N-dimethylformamide, a proton donor and tetrabutylammonium bromide, and a certain amount of cosolvent is added.
Preferably, the cosolvent adopts methanol or ethanol, and the proton donor adopts deionized water.
Preferably, the preparation of the electrolyte comprises the following steps:
s1, taking a proper amount of acetonitrile or N, N-dimethylformamide as a solvent, adding a proper amount of methanol or ethanol into the solvent as a cosolvent, and then fully stirring to form a mixed solution;
s2, adding a proper amount of deionized water into the mixed solution to keep the molar concentration of the deionized water at 0.5mol/L to 5mol/L;
s3, adding a proper amount of tetrabutylammonium bromide, keeping the molar concentration of the tetrabutylammonium bromide between 0.5mol/L and 5mol/L, and magnetically stirring for 30min to obtain the electrolyte.
As a preferred embodiment, a method for electrochemical hydrogenation of an organic liquid hydrogen storage material comprises the steps of:
the first step: respectively adding a proper amount of electrolyte into an anode chamber and a cathode chamber of the H-type electrolytic cell, and separating the anode chamber and the cathode chamber by adopting a sand core glass partition plate;
and a second step of: adding a proper amount of organic matters such as quinoline, ethyl carbazole, propyl carbazole or indole into a cathode chamber, and fully stirring until the organic matters are completely dissolved;
and a third step of: ultrasonically stirring a proper amount of platinum carbon, ethanol and a nafion membrane solution with a film forming agent of 50 mu L for 30min to obtain a platinum carbon catalyst, and smearing the prepared catalyst on a glassy carbon electrode for multiple times by using a pipetting gun for natural drying;
fourth step: inserting a glassy carbon electrode coated with a catalyst into a cathode chamber electrolyte, inserting a platinum wire into an anode chamber electrolyte, and inserting a saturated calomel electrode into a reference electrode chamber electrolyte;
fifth step: performing linear voltammetry on the electrolyte by adopting a linear voltammetry scanning method, setting the potential to be 0 to-3.5V, performing scanning test at a speed of 100mV/s from positive to negative, and recording a voltammetry scanning curve;
sixth step: judging the potential of hydrogenation reaction from the voltammetric scanning curve, carrying out constant potential electrolysis at the potential, taking out cathode chamber electrolyte after a certain time, carrying out GC-MS test, and analyzing and testing the hydrogen content of the electrolysis product.
The beneficial effects are that: the invention provides a mixed electrolyte reaction system, which enables an organic liquid hydrogen storage material to realize electrochemical hydrogenation under the system. The innovation point of the method is that electrochemical hydrogenation is adopted for the organic liquid hydrogen storage material, so that hydrogen storage under the conditions of no hydrogen source and milder temperature is realized.
Drawings
FIG. 1 is a graph of electrochemical hydrogenation polarization of ethylcarbazole in the examples;
FIG. 2 is a graph of gc-ms analysis of the hydrogenated product of ethylcarbazole in the example.
Detailed Description
The invention is described in further detail below with reference to examples and figures:
examples: a method for electrochemically hydrogenating an organic liquid hydrogen storage material is characterized by comprising the following steps: electrolyte and catalyst are added into the organic liquid hydrogen storage material, and a proton donor is added to enable a solvent in the electrolyte to provide protons under electric drive, so that electrochemical hydrogenation of the organic hydrogen storage material is realized.
In the concrete implementation, the catalyst adopts carbon-supported platinum nano particles and ruthenium dioxide; the solution adopts a mixed solution comprising acetonitrile or N, N-dimethylformamide, a proton donor and tetrabutylammonium bromide, and a certain amount of cosolvent is added; the cosolvent adopts methanol or ethanol, and the proton donor adopts deionized water.
Wherein the preparation of the electrolyte comprises the following steps:
s1, taking a proper amount of acetonitrile or N, N-dimethylformamide as a solvent, adding a proper amount of methanol or ethanol into the solvent as a cosolvent, and then fully stirring to form a mixed solution;
s2, adding a proper amount of deionized water into the mixed solution to keep the molar concentration of the deionized water at 0.5mol/L to 5mol/L;
s3, adding a proper amount of tetrabutylammonium bromide, keeping the molar concentration of the tetrabutylammonium bromide between 0.5mol/L and 5mol/L, and magnetically stirring for 30min to obtain the electrolyte.
The specific implementation steps of the method are as follows:
the first step: respectively adding a proper amount of electrolyte into an anode chamber and a cathode chamber of the H-type electrolytic cell, and separating the anode chamber and the cathode chamber by adopting a sand core glass partition plate;
and a second step of: adding a proper amount of organic matters such as quinoline, ethyl carbazole, propyl carbazole or indole into a cathode chamber, and fully stirring until the organic matters are completely dissolved;
and a third step of: ultrasonically stirring a proper amount of platinum carbon, ethanol and a nafion membrane solution with a film forming agent of 50 mu L for 30min to obtain a platinum carbon catalyst, and smearing the prepared catalyst on a glassy carbon electrode for multiple times by using a pipetting gun for natural drying;
fourth step: inserting a glassy carbon electrode coated with a catalyst into a cathode chamber electrolyte, inserting a platinum wire into an anode chamber electrolyte, and inserting a saturated calomel electrode into a reference electrode chamber electrolyte;
fifth step: as shown in fig. 1, the electrolyte is subjected to linear voltammetry test by adopting a linear voltammetry scanning method, the potential is set to be 0 to-3.5V, the scanning test is carried out at the speed of 100mV/s from positive to negative, and a lower voltammetry scanning curve is recorded;
sixth step: judging the potential of hydrogenation reaction from the voltammetric scanning curve, carrying out constant potential electrolysis at the potential, taking out cathode chamber electrolyte after a certain time, carrying out GC-MS test, and verifying the electrochemical hydrogenation effect according to the test result, wherein the result is shown in the attached figure 2.
Finally, it should be noted that the above description is only a preferred embodiment of the present invention, and that many similar changes can be made by those skilled in the art without departing from the spirit and scope of the invention as defined in the appended claims.
Claims (3)
1. A method for electrochemically hydrogenating an organic liquid hydrogen storage material, characterized by: electrolyte and a catalyst are added into the organic liquid hydrogen storage material, and a proton donor is added to enable a solvent in the electrolyte to provide protons under electric drive, so that electrochemical hydrogenation of the organic hydrogen storage material is realized;
the organic liquid hydrogen storage material is quinoline, ethyl carbazole, propyl carbazole or indole;
the catalyst adopts carbon-supported platinum nano particles or ruthenium dioxide;
the electrolyte adopts a mixed solution comprising acetonitrile or N, N-dimethylformamide, a proton donor and tetrabutylammonium bromide, and a certain amount of cosolvent is added;
the cosolvent adopts methanol or ethanol, and the proton donor adopts deionized water.
2. The method for electrochemical hydrogenation of an organic liquid hydrogen storage material according to claim 1, wherein said electrolyte is prepared by the steps of:
s1, taking a proper amount of acetonitrile or N, N-dimethylformamide as a solvent, adding a proper amount of methanol or ethanol into the solvent as a cosolvent, and then fully stirring to form a mixed solution;
s2, adding a proper amount of deionized water into the mixed solution to keep the molar concentration of the deionized water at 0.5mol/L to 5mol/L;
s3, adding a proper amount of tetrabutylammonium bromide, keeping the molar concentration of the tetrabutylammonium bromide between 0.5mol/L and 5mol/L, and magnetically stirring for 30min to obtain the electrolyte.
3. A method of electrochemically hydrogenating an organic liquid hydrogen storage material in accordance with claim 1, comprising the steps of:
the first step: respectively adding a proper amount of electrolyte into an anode chamber and a cathode chamber of the H-type electrolytic cell, and separating the anode chamber and the cathode chamber by adopting a sand core glass partition plate;
and a second step of: adding a proper amount of quinoline, ethyl carbazole, propyl carbazole or indole organic matters into the cathode chamber, and fully stirring until the organic matters are completely dissolved;
and a third step of: stirring a proper amount of platinum carbon, ethanol and a nafion membrane solution with a film forming agent of 50 mu L for 30min by ultrasonic waves to obtain a platinum carbon catalyst, and smearing the prepared catalyst on a glassy carbon electrode for multiple times by using a pipetting gun for natural drying;
fourth step: inserting a glassy carbon electrode coated with a catalyst into the cathode chamber electrolyte, inserting a platinum wire into the anode chamber electrolyte, and inserting a saturated calomel electrode into the reference electrode chamber electrolyte;
fifth step: carrying out linear voltammetry on the electrolyte by adopting a linear voltammetry scanning method, setting the potential to be 0 to-3.5V, carrying out scanning test at a speed of 100mV/s from positive to negative, and recording a voltammetry scanning curve;
sixth step: judging the potential of hydrogenation reaction from the voltammetric scanning curve, carrying out constant potential electrolysis at the potential, taking out cathode chamber electrolyte after a certain time, carrying out GC-MS test, and analyzing and testing the hydrogen content of the electrolysis product.
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| CN101224421A (en) * | 2007-01-18 | 2008-07-23 | 比亚迪股份有限公司 | Preparing method of carbon supported platinum-transition metal macrocyclic compound catalyst |
| CN106148990A (en) * | 2015-04-15 | 2016-11-23 | 高·哈里·凡 | Electrochemistry high-pressure hydrogenation and organic liquid hydrogen-storing device and hydrogen storage method |
| CN108505064A (en) * | 2018-04-17 | 2018-09-07 | 昆明理工大学 | A kind of platinum base membrane electrode catalysis unsaturated compounds add the method for hydrogen |
| CN110841630A (en) * | 2019-11-29 | 2020-02-28 | 中国科学院上海高等研究院 | Organic hydrogen storage material hydrogenation and dehydrogenation catalyst and preparation method thereof |
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| CN1683596A (en) * | 2004-04-15 | 2005-10-19 | 石油大学(北京) | Method for producing hydrogen and storaging hydrogen integrately |
| CN101224421A (en) * | 2007-01-18 | 2008-07-23 | 比亚迪股份有限公司 | Preparing method of carbon supported platinum-transition metal macrocyclic compound catalyst |
| CN106148990A (en) * | 2015-04-15 | 2016-11-23 | 高·哈里·凡 | Electrochemistry high-pressure hydrogenation and organic liquid hydrogen-storing device and hydrogen storage method |
| CN108505064A (en) * | 2018-04-17 | 2018-09-07 | 昆明理工大学 | A kind of platinum base membrane electrode catalysis unsaturated compounds add the method for hydrogen |
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| Platinum supported on reduced graphene oxide as a catalyst for the;YangYue Ding 等;《Solid State Sciences》;20190412;第46-52页 * |
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